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25 |
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Great! Right answer!
Indeed, the three protons of the methyl group and the single
proton of the carbonyl group (-CH3 und -CHO) give rise
to two signals. (If you want to, you can check out the reasons for this
on page20)
The same reasoning holds for the two protons of the
methylene group (-CH2-), since they also rotate freely,
and since the two protons have mirror symmetry. They also give only one
shared signal.
C1 and
C3 rotate for all concerns and
purposes freely around the single bonds
C1-C2
and
C2-C3,
respectively. Therefore both methylene protons experience the
same average amount of shielding over time
from the CH3- and the CHO- groups.
To summarize: In systems with unrestricted movement all the
protons of a
- methyl group (-CH3)
- methylene group (-CH2-)
produce only a single, shared resonance signal.
Complications with regard to this rule only arise when the rotation
around the single bond produces conformations that are related through a
symmetry operations (e.g., when the CH2- group is next to
an asymmetrical carbon atom).
You can find further explanations of this on page 132!
Now try to determine the expected number of resonnance signals for
the following molecules:
A) |
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B) |
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Compare your answers with the solutions!
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